Tramadol | |
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Molecular structure via molpic based on CDK |
Physical properties [] | |
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Molecular mass | 263.37 g/mol [1] |
Melting point | 178-181 °C [1] |
Decomposition | When heated to decomposition it emits very toxic fumes of /nitrogen oxides/. [1] |
Solubility | >39.5 [ug/mL] (The mean of the results at pH 7.4) [1] |
Predicted LogP | 2.6 [1] |
Structural Identifiers [] | |
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Molecular formula | C16H25NO2 [1] |
IUPAC name | (1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol [1] |
SMILES | CN(C)C[C@H]1CCCC[C@@]1(C2=CC(=CC=C2)OC)O [1] |
InChI | InChI=1S/C16H25NO2/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m1/s1 [1] |
InChIKey | TVYLLZQTGLZFBW-ZBFHGGJFSA-N [1] |
Dosing [] | |
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Elimination half-life | 6.3 ± 1.4 h[4] |
Duration of action | 6 hours[5] |
Tramadol
Tramadol (also known as 27203-92-5, Ralivia flashtab, Ralivia ER, Tramadon, Racemic tramadol, Biomadol, Contramid, Labesfal, Tradolan or Tramadis)
Chemistry
Salts []
Tramadol is typically found in the form of its hydrochloride salt.
Stereochemistry []
(RS)-Tramadol is a racemic mixture of the optical stereoisomers
Subjective effects
Experience reports []
There are currently 25+ experience reports involving tramadol on OpenErowid:
- "More Prozacspeed Than Hydrocodone" by MrMcX
- "Euphoria and Irritability" by Butterfly
- "This Is How Life Is Supposed to Feel" by Jhimmi_the_non-dhimi
- "Two Years What a Time It Has Been" by Jason S
- "My Dance With Insanity" by Not_Gonzo
- "Effective Not Fun" by slicktrippy
- "An Old Familiar Lover" by Huntress
- "Withdrawal Nightmare" by Kidekone
- "Overdose Spasms It All Snapped" by Ragnar
- "Ya Are Me Perfect Drug" by actoplasma
- "My Mind Was Clearly Dulled" by TheMind
- "Good Pain Reliever but Not Worth Side Effects" by Pstranger
- "Self-Inflicted Seizures" by InConSciOUS
- "Slow and Steady Warm and Fuzzy" by FxShire
- "Comfort Until the Auditory Hallucinations" by Scotty
- "Better Than Life" by Bernard
- "All Good Effects Except Some Nausea" by Anonymous_
- "Gallbladder Godsend" by Nyan
- "A Sweaty Mess and Lagging" by Holmes
- "Like a Warm Bath" by lightweight
- "Good, but Left Me Sick the Whole Next Day" by Anon
- "One of the Best Drugs for Me" by TD
- "Unexpectedly Uncomfortable" by Basicdog42
- "Time to Stop" by Silverbowl
- "My Wonderful Dates With Mrs. White" by El Chico De Miami
Legal status
- Australia: Tramadol is a S4 substance.[3]
- Brazil: Tramadol is a A2 substance.
- Canada: Tramadol is a Schedule I substance.
- New Zealand: Tramadol is a Class C substance.
- United Kingdom: Tramadol is a prescription only substance.
- United States: Tramadol is a Schedule I under the "Controlled Substances Act (CSA)".
- European Union: Tramadol is a prescription only substance.
- United Nations: Tramadol is a Unscheduled substance.
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 33741, Tramadol. Accessed June 28, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/33741
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Tramadol. UNII: 39J1LGJ30J. Global Substance Registration System. Accessed June 28, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/39J1LGJ30J
Tramadol Lupin tramadol hydrochloride 50 mg capsule blister pack (441970). August 3, 2024. Accessed June 28, 2025. https://www.tga.gov.au/resources/artg/441970
Ultram, Ultram ER (tramadol) dosing, indications, interactions, adverse effects, and more. WebMD. Accessed June 28, 2025. https://reference.medscape.com/drug/ultram-conzip-tramadol-343324#showall
Dayer P, Desmeules J, Collart L. [Pharmacology of tramadol]. Drugs. 1997; 53(Suppl 2):18–24.